[2-(6-Bromo-pyridin-3-yloxy)-ethyl]-ethyl-methyl-amine | 607390-45-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [2-(6-Bromo-pyridin-3-yloxy)-ethyl]-ethyl-methyl-amine
• 英文别名: 2-(6-bromopyridin-3-yl)oxy-N-ethyl-N-methylethanamine
• CAS: 607390-45-4
• 化学式: C₁₀H₁₅BrN₂O
• 分子量: 259.146
• InChiKey: SRTMJCGWSRSBIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  25.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  sodium methylate 、 [2-(6-Bromo-pyridin-3-yloxy)-ethyl]-ethyl-methyl-amine 生成 Ethyl-[2-(6-methoxy-pyridin-3-yloxy)-ethyl]-methyl-amine
  参考文献：
  名称：

  A comparison of the binding of three series of nicotinic ligands

  摘要：

  A total of 24 aryl-substituted analogues of nicotine (1a) and two related series of nicotinic ligands, aminomethylpyridines 3 and ether analogues 8, were examined to determine if they bind at alpha4beta2 nACh receptors in a common manner. A modest correlation (r = 0.785) was found between the affinities of the nicotine analogues and derivatives of 3, but little correlation (r = 0.348) was found with analogues 8. However, a modest correlation (r = 0.742) exists between the binding of analogues 3 and 8. It seems that 1-series and 8-series compounds bind differently but that the 3-series compounds share some intermediate binding similarity with both. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00298-6
• 作为产物：
  描述：

  2-溴-5-羟基吡啶 生成 [2-(6-Bromo-pyridin-3-yloxy)-ethyl]-ethyl-methyl-amine
  参考文献：
  名称：

  A comparison of the binding of three series of nicotinic ligands

  摘要：

  A total of 24 aryl-substituted analogues of nicotine (1a) and two related series of nicotinic ligands, aminomethylpyridines 3 and ether analogues 8, were examined to determine if they bind at alpha4beta2 nACh receptors in a common manner. A modest correlation (r = 0.785) was found between the affinities of the nicotine analogues and derivatives of 3, but little correlation (r = 0.348) was found with analogues 8. However, a modest correlation (r = 0.742) exists between the binding of analogues 3 and 8. It seems that 1-series and 8-series compounds bind differently but that the 3-series compounds share some intermediate binding similarity with both. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00298-6

文献信息

• Quaternary ammonium 3-(aminoethoxy)pyridines as antinociceptive agents
  作者：Rahime Simsek、Jean Chang-Fong、Mase Lee、Malgorzata Dukat、M. Imad Damaj、Billy R. Martin、Richard A. Glennon

  DOI：10.1016/s0960-894x(03)00585-7

  日期：2003.9

  Quaternization via N-methylation of the terminal amines of a series of 3-(dialkylaminoethoxy)pyridines resulted in analogues that displayed up to 50-60-fold enhanced affinity for nicotinic acetylcholinergic (nACh) receptors. Several of these compounds displayed antinociceptive properties in mice using the tail-flick assay and serve as possible leads for the development of novel analgesic agents. (C) 2003 Elsevier Ltd. All rights reserved.
• A comparison of the binding of three series of nicotinic ligands
  作者：Mase Lee、Malgorzata Dukat、Liang Liao、Dwight Flammia、M. Imad Damaj、Billy Martin、Richard A. Glennon

  DOI：10.1016/s0960-894x(02)00298-6

  日期：2002.8

  A total of 24 aryl-substituted analogues of nicotine (1a) and two related series of nicotinic ligands, aminomethylpyridines 3 and ether analogues 8, were examined to determine if they bind at alpha4beta2 nACh receptors in a common manner. A modest correlation (r = 0.785) was found between the affinities of the nicotine analogues and derivatives of 3, but little correlation (r = 0.348) was found with analogues 8. However, a modest correlation (r = 0.742) exists between the binding of analogues 3 and 8. It seems that 1-series and 8-series compounds bind differently but that the 3-series compounds share some intermediate binding similarity with both. (C) 2002 Published by Elsevier Science Ltd.